NOV 1The Cayman Islands Triathlon Held on the first weekend in November. All you need to enter is a bathing suit, a bicycle, helmet and running shoes! Race solo or as part of a team. There are also participant training sessions prior to the main event which are well attended and great fun. Visit Site

NOV 12-22Pirates Week A swashbuckling good time for all three Islands! The week features a full-on mock pirate invasion of the Island and capture of the Governor! The festivities continue for eleven fun-filled days of pirate parades, music, street dancing, competitions, wonderful local food and drink, kids day, sports events, Heritage Days and firework displays. Visit Site

DEC 6Intertrust Cayman Islands Marathon Full- and half-marathons, relays and Kids Fun Run make up this popular event. Visit Site

JAN 14-17Cayman Cookout Hosted by The Ritz-Carlton Grand Cayman, Food & Wine Magazine and CITA, this is the premier celebrity epicurean event of the year. Visit Site

JAN 15Barefoot BBQ Dine under the stars on the sensational creations of Chefs Ripert, Bourdain, Andrés, Hutson, Max and more. Hand-crafted cocktails, live music and sweet endings from Pastry Chef Belanger. Presented by Certified Angus Beef®.

JAN 17Rum and Robusto Epicurean cigars, rum cocktails and live music at the Harbour Club. New to the 2016 Cayman Cookout lineup.